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. Author manuscript; available in PMC: 2018 Jan 2.
Published in final edited form as: Angew Chem Int Ed Engl. 2016 Dec 16;56(1):260–265. doi: 10.1002/anie.201609662

Scheme 1.

Scheme 1

Scope of the Ni-catalyzed decarboxylation and conjugate additions of NHPI redox-active esters. Reaction conditions for decarboxylation: RAE (1.0 equiv), NiCl2•6H2O (10 mol %), L1 (20 mol%), PhSiH3 (1.5 equiv), Zn (0.5 equiv), THF/DMF/iPrOH (10:2:1), 0.15 M, 40 °C, 1 h. Reaction conditions for Giese conjugate addition: RAE (1.0 equiv), Ni(ClO4)2•6H2O (20 mol%), Michael acceptor (2.0 equiv), LiCl (3.0 equiv), Zn (2.0 equiv), MeCN, 12 h, RT. a = using 3.0 equiv PhSiH3, 60 °C. b = using 4.0 equiv Michael acceptor. c = reaction run at 50 °C.